CA1062703A - Solvents for and purification of chitin - Google Patents
Solvents for and purification of chitinInfo
- Publication number
- CA1062703A CA1062703A CA268,493A CA268493A CA1062703A CA 1062703 A CA1062703 A CA 1062703A CA 268493 A CA268493 A CA 268493A CA 1062703 A CA1062703 A CA 1062703A
- Authority
- CA
- Canada
- Prior art keywords
- chitin
- solution
- solvent
- lithium chloride
- film
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229920002101 Chitin Polymers 0.000 title claims abstract description 91
- 239000002904 solvent Substances 0.000 title claims abstract description 30
- 238000000746 purification Methods 0.000 title abstract description 7
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims abstract description 32
- 239000000203 mixture Substances 0.000 claims abstract description 14
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000835 fiber Substances 0.000 claims abstract description 8
- 230000003287 optical effect Effects 0.000 claims description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 13
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 238000005266 casting Methods 0.000 claims description 2
- 238000001704 evaporation Methods 0.000 claims description 2
- 230000008020 evaporation Effects 0.000 claims description 2
- 238000007654 immersion Methods 0.000 claims description 2
- 229940113088 dimethylacetamide Drugs 0.000 claims 3
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical group OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- 230000008929 regeneration Effects 0.000 abstract 1
- 238000011069 regeneration method Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 33
- 229940073577 lithium chloride Drugs 0.000 description 9
- 239000002253 acid Substances 0.000 description 7
- 241001529572 Chaceon affinis Species 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 241000238557 Decapoda Species 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 5
- 238000006731 degradation reaction Methods 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 241000238097 Callinectes sapidus Species 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- -1 e.g. Substances 0.000 description 3
- 229930182470 glycoside Natural products 0.000 description 3
- 150000002338 glycosides Chemical class 0.000 description 3
- 230000003301 hydrolyzing effect Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- 241000238424 Crustacea Species 0.000 description 2
- 241001235206 Farfantepenaeus brasiliensis Species 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000010306 acid treatment Methods 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 210000002421 cell wall Anatomy 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000001427 coherent effect Effects 0.000 description 2
- 238000010622 cold drawing Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000007863 gel particle Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229950006780 n-acetylglucosamine Drugs 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 238000011085 pressure filtration Methods 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 238000000935 solvent evaporation Methods 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 241000238143 Cancridae Species 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- 241001235208 Farfantepenaeus paulensis Species 0.000 description 1
- 229920002683 Glycosaminoglycan Polymers 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241001149922 Metacarcinus magister Species 0.000 description 1
- OVRNDRQMDRJTHS-UHFFFAOYSA-N N-acelyl-D-glucosamine Natural products CC(=O)NC1C(O)OC(CO)C(O)C1O OVRNDRQMDRJTHS-UHFFFAOYSA-N 0.000 description 1
- OVRNDRQMDRJTHS-FMDGEEDCSA-N N-acetyl-beta-D-glucosamine Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O OVRNDRQMDRJTHS-FMDGEEDCSA-N 0.000 description 1
- OHLUUHNLEMFGTQ-UHFFFAOYSA-N N-methylacetamide Chemical compound CNC(C)=O OHLUUHNLEMFGTQ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 241000238371 Sepiidae Species 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 235000015241 bacon Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 206010061592 cardiac fibrillation Diseases 0.000 description 1
- 210000000845 cartilage Anatomy 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000000578 dry spinning Methods 0.000 description 1
- 230000002600 fibrillogenic effect Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000007775 late Effects 0.000 description 1
- YPJJABHAGGFGAM-UHFFFAOYSA-M lithium;n,n-dimethylacetamide;chloride Chemical compound [Li+].[Cl-].CN(C)C(C)=O YPJJABHAGGFGAM-UHFFFAOYSA-M 0.000 description 1
- ZJZXSOKJEJFHCP-UHFFFAOYSA-M lithium;thiocyanate Chemical compound [Li+].[S-]C#N ZJZXSOKJEJFHCP-UHFFFAOYSA-M 0.000 description 1
- 241000238565 lobster Species 0.000 description 1
- 229930190071 lycoside Natural products 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 229940021384 salt irrigating solution Drugs 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 235000014102 seafood Nutrition 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 150000003511 tertiary amides Chemical class 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 238000002166 wet spinning Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 230000029663 wound healing Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
- C08L5/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Artificial Filaments (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/659,280 US4062921A (en) | 1976-02-19 | 1976-02-19 | Solvents for and purification of chitin |
| US05/728,257 US4059457A (en) | 1976-02-19 | 1976-09-30 | Chitin solution |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1062703A true CA1062703A (en) | 1979-09-18 |
Family
ID=27097797
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA268,493A Expired CA1062703A (en) | 1976-02-19 | 1976-12-22 | Solvents for and purification of chitin |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4059457A (enrdf_load_html_response) |
| JP (1) | JPS52100499A (enrdf_load_html_response) |
| CA (1) | CA1062703A (enrdf_load_html_response) |
| DE (1) | DE2707164C2 (enrdf_load_html_response) |
| FR (1) | FR2341595A1 (enrdf_load_html_response) |
| GB (1) | GB1511219A (enrdf_load_html_response) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52114748A (en) * | 1976-03-17 | 1977-09-26 | Baba Sangyo Kikai | Winding device of warp starching machine |
| US4125708A (en) * | 1977-02-15 | 1978-11-14 | The United States Of America As Represented By The Secretary Of Agriculture | Chitosan modified with anionic agent and glutaraldehyde |
| JPS53127500A (en) * | 1977-04-11 | 1978-11-07 | Mitsubishi Rayon Co Ltd | Chitin dope |
| US4278790A (en) * | 1978-07-31 | 1981-07-14 | Hopkins Agricultural Chemical Co. | Novel cellulose solutions |
| US4309534A (en) * | 1979-02-15 | 1982-01-05 | University Of Delaware | Renatured chitosan and process of making same |
| US4302252A (en) * | 1979-07-25 | 1981-11-24 | International Telephone And Telegraph Corp. | Solvent system for cellulose |
| JPS5716999A (en) * | 1980-06-17 | 1982-01-28 | Kogyo Gijutsuin | Production of regenerated chitin fiber paper |
| JPS58127736A (ja) * | 1982-01-26 | 1983-07-29 | Unitika Ltd | キチン成形品の製造法 |
| JPS5968347A (ja) * | 1982-10-13 | 1984-04-18 | Unitika Ltd | キチンド−プ |
| JPS59125908A (ja) * | 1982-12-28 | 1984-07-20 | Unitika Ltd | キチンからなる中空繊維及びその製造方法 |
| DE3312022C2 (de) * | 1983-04-02 | 1987-02-26 | Akzo Gmbh, 5600 Wuppertal | Verfahren zur Herstellung von wasserunlöslichen Fasern aus Cellulosemonoestern der Maleinsäure, Bernsteinsäure und Phthalsäure mit einem extrem hohen Absorptionsvermögen für Wasser und physiologische Flüssigkeiten |
| JPS6036410A (ja) * | 1983-08-08 | 1985-02-25 | Unitika Ltd | 生分解性薬物供与体の製造方法 |
| US4532267A (en) * | 1984-02-15 | 1985-07-30 | Board Of Regents, University Of Washington | Vision correction lens made from an aminopolysaccharide compound or an ether or ester thereof |
| US5290752A (en) * | 1984-03-16 | 1994-03-01 | Unitika Ltd. | Method for preparation of a shaped chitin body containing a physiologically active substance |
| US4701444A (en) * | 1984-08-28 | 1987-10-20 | Ramot University Authority For Applied Research And Industrial Development Ltd. | Topical pharmaceutical preparations containing chitin soluble extract |
| US5122371A (en) * | 1986-12-09 | 1992-06-16 | Chaslow Fred I | Biologically active agent having antihypertensive activity in mammals |
| US5021207A (en) * | 1986-12-16 | 1991-06-04 | E. I. Du Pont De Nemours And Company | High strength fibers from chitin derivatives |
| JPH01198601A (ja) * | 1987-12-23 | 1989-08-10 | Nippon Suisan Kaisha Ltd | イカキチン成形体 |
| JPH03356U (enrdf_load_html_response) * | 1989-05-24 | 1991-01-07 | ||
| WO2000015766A1 (en) | 1998-09-16 | 2000-03-23 | Oncopharmaceutical, Inc. | Treatment of oncologic tumors with an injectable formulation of a golgi apparatus disturbing agent |
| JP2000297103A (ja) * | 1999-04-16 | 2000-10-24 | Daicel Chem Ind Ltd | キチン誘導体の製造方法 |
| US6696483B2 (en) | 2000-10-03 | 2004-02-24 | Oncopharmaceutical, Inc. | Inhibitors of angiogenesis and tumor growth for local and systemic administration |
| EP3042930A1 (en) | 2005-10-12 | 2016-07-13 | Thomas Freier | Processing of chitosan and chitosan derivatives |
| FR2892939B1 (fr) * | 2005-11-10 | 2010-01-22 | Groupement Coeur Artificiel Total Carpentier Matra Carmat | Materiau hemocompatible composite et son procede d'obtention |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL109113C (enrdf_load_html_response) * | 1957-03-27 | |||
| US3892731A (en) * | 1973-11-23 | 1975-07-01 | Univ Delaware | Solvents for and purification of chitin |
-
1976
- 1976-09-30 US US05/728,257 patent/US4059457A/en not_active Expired - Lifetime
- 1976-12-22 CA CA268,493A patent/CA1062703A/en not_active Expired
-
1977
- 1977-02-18 FR FR7704843A patent/FR2341595A1/fr active Granted
- 1977-02-18 DE DE2707164A patent/DE2707164C2/de not_active Expired
- 1977-02-18 GB GB7055/77A patent/GB1511219A/en not_active Expired
- 1977-02-18 JP JP1704277A patent/JPS52100499A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| FR2341595A1 (fr) | 1977-09-16 |
| US4059457A (en) | 1977-11-22 |
| DE2707164A1 (de) | 1977-08-25 |
| JPS6145655B2 (enrdf_load_html_response) | 1986-10-09 |
| JPS52100499A (en) | 1977-08-23 |
| DE2707164C2 (de) | 1985-05-23 |
| FR2341595B1 (enrdf_load_html_response) | 1980-04-18 |
| GB1511219A (en) | 1978-05-17 |
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